Caribbean Flotilla Holidays

Whether you want to set sail on a romantic adventure with a loved one, or are looking for an action-packed break with friends or family, Sunsail has the perfect flotilla sailing holiday for you. With plentiful Mediterranean destinations, plus flotilla bases in the Caribbean, we have flotilla sailing holidays designed to suit every level of ability. Tell us whether you want easy sailing or more of a challenge, history and culture or excellent swimming and snorkelling, exciting nightlife or laid-back bars and restaurants - or a bit of everything! - and we’ll come up with your ideal flotilla sailing holiday.

The Caribbean offers sailing at its best on a British Virgin Islands Flotilla. The protected waters and short hops of the British Virgin Islands (BVI) are better suited to intermediate level sailors. And whether the priority is chilling out on fabulous deserted white sandy beaches, bird-spotting or getting in some serious socialising, Sunsail has the perfect Caribbean flotilla sailing holiday for everyone from couples looking for a romantic getaway to groups of friends and family.